Electron Acceptors Based on Cyclopentannulated Anthanthrenes [post]

Yachu Du, Hope Lovell, Frédéric Lirette, Jean-François Morin, Kyle Plunkett
2020 unpublished
We demonstrate the preparation of anthanthrene derivatives with fused five-membered rings. These new derivatives are prepared by a palladium catalyzed cyclopentannulation reaction from precursors derived from the low-cost dye Vat Orange 3 (4,10-dibromoanthanthrone). The new cyclopenta-anthanthrene compounds possess reduced optical and electrochemical gaps (~0.9 eV) compared to anthanthrene derivatives and are electron acceptors with lowest unoccupied molecular orbital energies of ~ -3.4 eV to
more » ... s of ~ -3.4 eV to -3.9 eV. <br>
doi:10.26434/chemrxiv.12252224.v1 fatcat:fdhfh65ewrdtzgulkl36x4lq4u